4,4',4''-methanetriyltriphenol

ID: ALA1939843

Cas Number: 603-44-1

PubChem CID: 69047

Product Number: T162836, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H16O3

Molecular Weight: 292.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-75955 | 603-44-1|4,4',4''-methanetriyltriphenol|4,4',4''-Trihydroxytriphenylmethane|Leucoaurine|4-[bis(4-hydroxyphenyl)methyl]phenol|4,4',4''-methylidynetriphenol|Leucaurin|Phenol, methylidynetris-|Phenol, 4,4',4''-methylidynetris-|4,4,4-Trihydroxytriphenylmethane|4,4',4''-Methylidynetrisphenol|Tris(4-hydroxyphenyl)methane|Leucoaurin|4,4',4'-trihydroxytriphenylmethane|MFCD00191589|NSC-75955|25639-41-2|Phenol, methylidyne(tris-|4,4,4-Methylidynetriphenol|NSC75955|Trioxytriphenylmethan|EINECS Show More⌵

Canonical SMILES:  Oc1ccc(C(c2ccc(O)cc2)c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C19H16O3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,19-22H

Standard InChI Key:  WFCQTAXSWSWIHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.2105  -16.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230  -16.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105  -15.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8605  -15.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480  -16.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8605  -14.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480  -13.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230  -13.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105  -12.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230  -11.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105  -11.2522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480  -11.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8605  -12.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6855  -14.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0980  -13.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9230  -13.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3355  -14.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1605  -14.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9230  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0980  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  9 15  1  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1939843

   4,4',4''-Trihydroxytriphenylmethane

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 292.33

Molecular Weight (Monoisotopic): 292.1099

AlogP: 3.98

#Rotatable Bonds: 3

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.51

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: 0.16

References

1. Wang Y, Hess TN, Jones V, Zhou JZ, McNeil MR, Andrew McCammon J..  (2011)  Novel inhibitors of Mycobacterium tuberculosis dTDP-6-deoxy-L-lyxo-4-hexulose reductase (RmlD) identified by virtual screening.,  21  (23): [PMID:22014548] [10.1016/j.bmcl.2011.09.094]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays